Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

480835

Sigma-Aldrich

2-Bromo-4-methylanisole

97%

Synonym(s):

3-Bromo-4-methoxytoluene

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
Br(CH3)C6H3OCH3
CAS Number:
22002-45-5
Molecular Weight:
201.06
EC Number:
244-705-3
MDL number:
MFCD00017783
UNSPSC Code:
12352100
PubChem Substance ID:
24871722
NACRES:
NA.22

Assay

97%

refractive index

n20/D 1.565 (lit.)

bp

124-125 °C/20 mmHg (lit.)

mp

15.5 °C (lit.)

density

1.392 g/mL at 25 °C (lit.)

SMILES string

COc1ccc(C)cc1Br

InChI

1S/C8H9BrO/c1-6-3-4-8(10-2)7(9)5-6/h3-5H,1-2H3

InChI key

DHPUIKWBNXTXOB-UHFFFAOYSA-N

General description

2-Bromo-4-methylanisole can be prepared via bromination of 4-methylanisole using poly(4-vinylpyridinium bromochromate).

Application

2-Bromo-4-methylanisole may be used in the synthesis of:
  • 1,6-bis(2-hydroxy-5-methylphenyl)pyridine (H2mdppy)
  • 1,8-dimethoxy-4-methylanthra-quinone
  • ethyl 2-(2-methoxy-5-methylphenyl)-2-methyl-4-oxocyclopentanecarboxylate
It may be used as starting material in the multi-step synthesis of sesquiterpene (±)-herbertenolide.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Highly efficient white organic electroluminescence from a double-layer device based on a boron hydroxyphenylpyridine complex.
Liu Y, et al.
Angewandte Chemie (International Edition in English), 41(1), 182-184 (2002)
Total synthesis of (?)-herbertenolide by stereospecific formation of vicinal quaternary centers in a crystalline ketone.
Ng D, et al.
Organic Letters, 6(4), 645-647 (2004)
Lipase-Promoted Access to Phenolic Herbertane-Type Sesquiterpenes: (+)-1, 14-Herbertenediol, (-)-a-Herbertenol, (-)-Herbertenediol and Their Enantiomers.
Acherar S, et al.
European Journal of Organic Chemistry, 2004(24), 5092-5099 (2004)
Poly (4-vinylpyridinium bromochromate): an efficient reagent for bromination of aromatic compounds.
Albadi J, et al.
Monatshefte fur Chemie / Chemical Monthly, 144(2), 179-181 (2013)
Unambiguous synthesis and spectral characterization of 1,8-dihydroxy-4-methylanthraquinone.
Wang A, et al.
ARKIVOC (Gainesville, FL, United States), 1, 80-84 (2002)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service